Career Coach

Virtual Office |Contractor|Coaching

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Prosper the interview coach in your pocket. Our mobile app makes career development simple, fun, and accessible on-the-go. As a Prosper Coach, you will directly guide our users through major moments in their career - starting with the interview. All coaching is done through our easy-to-use and beautifully designed mobile coaching app.

Our coaches are natural encouragers that live to motivate others to go after their dreams. You understand that everyone has potential for greatness and you are passionate about helping them build confidence to realize this potential.

You are comfortable using mobile apps and don't mind new ways of communicating - through video, chat, and GIFs.

What you'll do:

  • Coach your dedicated users through video-calls on the Prosper Coach app
  • Chat with your dedicated users through the Prosper Coach app - anytime, anywhere
  • Review answers to interview questions (we call these Stories) and provide feedback to help users improve
  • Deliver additional services, such as, mock interviews (via video-conferencing) and resume and cover letter reviews
  • Encourage, motivate and guide your users through key steps in their career

What you'll get:

  • Coach from anywhere, anytime - since all coaching happens on the Prosper Coach app, there is no need to commute to an office. You can coach anywhere, anytime through our easy-to-use mobile app. We are a global company with a global team of coaches.
  • Choose your own hours - we have a flexible service model that allows you to choose your own hours. All we ask is that you commit a minimum of 10 hours per week to provide the best possible experience to our users. All of our coaches are independent contractors, which allows you the freedom and flexibility to create your own schedule.
  • Fulfillment from helping others develop their career (and their confidence!)- in our view, coaching others to accomplish career goals is one of the most rewarding things in the world. The feeling you get when they land their first job or get promoted is one of the best in world - when our users win, we all win!


  • 3+ years of experience in career coaching, interview coaching, human resources or team development
  • Bachelor Degree or Diploma
  • Demonstrated passion for helping people overcome obstacles
  • An iOS mobile device (Android is coming soon!)



Prosper is the interview coaching app for job seekers to boost their confidence and performance throughout their job search. The app guides users with on-demand access to a career coach and interactive exercises, proven to help you boost your interview performance. You may also think of Prosper as the “interview coach in your pocket”.

We started out as one person a year ago, and today we're a team of 25 coaches, designers, operators and engineers - working towards one core mission - to help people realize their full potential. We envision a world where it is easy and fun for young professionals to get better jobs through greater access to personalized coaching, any-time anywhere. We are headquartered in Toronto right by Union Station.

We are proud to be an equal opportunity workplace committed to building a team culture that celebrates diversity and inclusion. Learn more at